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Chiral Scandium‐Catalysed Enantioselective Ring‐Opening of <i>meso</i>‐Epoxides with N‐Heterocycle, Alcohol and Thiol Derivatives in Water
92
Citations
28
References
2006
Year
Chemical EngineeringEngineeringCatalytic AmountsOso 3Organic ChemistryOrganometallic CatalysisCatalysisChiral Bipyridine LigandChemistryAsymmetric CatalysisEnantioselective Ring‐openingEnantioselective SynthesisBiomolecular EngineeringThiol Derivatives
Abstract In the presence of catalytic amounts of Sc(OSO 3 C 12 H 25 ) 3 and a chiral bipyridine ligand, asymmetric ring‐opening of meso ‐epoxides with aromatic N‐heterocycles, an alcohol and thiols proceeded smoothly to afford the corresponding products in moderate to good yields (34–85 %) with high to excellent enantioselectivities (74–96 % ee ). Water was used as the sole and essential solvent in these important enantioselective transformations.
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